Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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An Efficient Synthesis of 4'-Vinylated Carbocyclic Nucleoside Analogues via Two Directional Ring-closing Metathesis

  • Li, Hua (BK21-Project Team, College of Pharmacy, Chosun University) ;
  • Hong, Joon-Hee (BK21-Project Team, College of Pharmacy, Chosun University)
  • Published : 2008.05.20
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Abstract

Two directional ring-closing metathesis (RCM) was applied successfully to the synthesis of 4'-vinylated carbocyclic nucleoside analogues from the trivinyl intermediate 12, which was readily made using a sequential Claisen rearrangement and ring-closing metathesis (RCM) starting from Weinreb amide 5. An antiviral evaluation of the synthesized compounds against various viruses such as HIV, HSV-1, HSV-2 and HCMV revealed that the guanine analogue 20 have moderate anti-HIV activity in the MT-4 cell line ($EC_{50}$ = 10.2 $\mu$ M).

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References

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Cited by

  1. ChemInform Abstract: An Efficient Synthesis of 4′-Vinylated Carbocyclic Nucleoside Analogues via Two Directional Ring-Closing Metathesis. vol.39, pp.41, 2008, https://doi.org/10.1002/chin.200841204